Ch 1: The Request
Looking back, it all started on a Friday night.
For me, Friday nights are usually spent one of two ways, either I’m on my couch watching a movie or playing video games or I’m out on a date with some girl I met on some dating app. For the time being, I was taking a break from dating. The reason being that my dating life consists of me messaging a pretty girl on some dating app with some god awful name. If communications with said girl went well, we would meet up for dinner or maybe drinks at a bar. We would talk, giving each other the run down about ourselves, our jobs, hobbies, maybe a few jokes here and there. This would go on for a few weeks before one of us loses interest and communications drop off.
Rinse and repeat.
Most of my friends were in relationships and thus most of their weekends were spent with their significant others. We hung out, but being the third wheel definitely sucked.
Thus a combination of burn out from the dating world and continuously being the third wheel in meet ups with friends ended up with me opting to spend the last few Friday nights on my couch playing video games. There were a few games that I had put on the backburner that I’ve been meaning to get to, so I relished in the opportunity to dust off my Playstation and lose myself in virtual reality.
It all started on one particular Friday night, after a particularly hellish week at work. I was on my living room couch playing a particularly punishing game when my roommate, Judy Chan, came in looking particularly upset. Judy and I had been friends for the better part of ten years. Having met during our sophomore year in some required University writing class, we connected instantly. Especially since Judy was new to the country, having come over from China to study abroad and I was the only one in the class fluent in Mandarin, her native dialect. We started hanging out from time to time, nothing too serious, though our respective friend groups did possess a few mutual friends here and there. After graduation, Judy decided to attend grad school while I looked for work. Coincidentally, both Judy’s grad school of choice and my job were in the same city. As a result, Judy and I found ourselves living together.
In that time, we had definitely gotten a lot closer. Cooking together, sharing meals, watching movies, all of the things that friends and roommates do. Of course, that didn’t stop my friends or family from trying to convince me that I should date Judy. Judy was pretty and truth be told, the thought had crossed my mind, but the timing just wasn’t there. Judy was busy working on her doctorate, while I was too busy with work. She must have felt the same because the both of us had dated other people since moving in together. Me having dated way more than her.
Sometimes, I wondered whether I should pull the trigger and just date Judy.
“Hey.” I said to her, my eyes not leaving the screen. My video game demanded all of my attention, I was currently fighting a boss and getting pummeled.
“Hey yourself.” Judy said plopping down on the couch next to me. “What’re you playing?
“Raiders of the Inferno” I asked casually
“Cool,” she replied. She was dressed pretty nice tonight. A light blue jean jacket, a grey and black stripped blouse, over a conservative grey skirt, as always, her long black hair was tied up in a ponytail. She had done her make up too, her pretty face was radiant with a pink blush so subtle that it was practically invisible.
I gave her a quick once over before returning to my game. “You look nice tonight, date?”
Judy nodded. “Yeah” she said, her voice distant and thinking. “Did you hear about Jack and Jane?”
I shook my head.
“They finally hooked up. Happened last week.” She said.
“About time.” I said, Jack and Jane were two of my oldest friends. Though the two insisted that their relationship was platonic, there was always that spark of chemistry between them. Not only that, but a lot of the things that they did also made them seem more like a couple than just friends. It seemed inevitable to everybody in my small circle of friends, that those two would end up together.
About time indeed.
“How was your date?” I asked casually. Judy had been seeing some software engineer she had met online for the past few weeks. Though I had yet to meet him, the guys seemed cool from everything she had told me about him.
“We kind of broke things off.” Judy said, she laid her head back on the couch, and scooted closer to me. And suddenly I could feel the warmth of her body radiating towards me.
“Sorry to hear.” I replied, I didn’t take my eyes off my game. The boss fight was intense and took up most of my attention. Judy had known me long enough to know that I can get really engrossed in a video game, but still be capable of carrying out a conversation. “What happened?”
“He said that he didn’t feel attracted to me.” Judy said, “Said he doesn’t want to date someone he’s not attracted to. Can’t really come back from that one.”
“That’s a pretty fucked up thing to say.” I replied. Judy wasn’t an Instagram model, but she was definitely pretty in a cutesy sort of way. She wore clothes that most would consider to be conservative, long skirts that ended midway down her shins, sweaters and cardigans usually in light colors like pink, yellow or baby blue. She normally wore glasses and kept her hair tied up into a long ponytail or bun. She had a sense of style that most people would definitely agree was definitely anything but sexy. “You’re beautiful.”
I could practically hear Judy blush next to me.
“Thanks” she said quietly. She shuffled nervously in her seat.
“You doing ok? Anything I can do to make you feel better?” I asked, my fingers were flurry on the video game buttons. The boss I was fighting, a massive demon with an even bigger hammer, was definitely difficult.
“Yeah, there actually is.”
“What is it?”
“I want you to teach me how to be a slut.” Judy said, she placed a hand on my bicep, running her thumb up and down the curve of the muscle.
“Sure, just let me finish beating this boss first.” I said, too engrossed in the intensity of the video game that had captured my attention. I blinked and turned to her. “Wait, what did you say?”
“I want you to teach me how to be a slut,” Judy repeated.
The sounds of a game over could be heard as my character was slaughtered by the boss. I ignored them and turned off my Playstation. This took precedent.
“Ok, just so we’re on the same page.” I said putting my controller down onto the coffee table we had bought when we moved in. “What exactly do you mean.”
Judy shrugged, causing her hair to tussle as she did so. “I just want to learn how to be more sexually adventurous.”
“And you think that me teaching you is the way to do that?” I asked. “What makes you think that I’m even qualified.”
Judy looked away, her face getting redder by the second. She nodded quietly. “The walls here are pretty thin,” She said “The girls that you bring back can get pretty loud.”
Now it was my turn to blush. I’ve had my fair share of third dates and one night stands in the past, but I had always thought that they had been quiet enough not to disturb Judy. I was wrong. Very wrong.
“Sorry.” I said.
Judy shook her head. “Not the point.” She said. “We’re both adults, Ryan, and if I’m being honest with you, I’m really sexually inexperienced. I’ve had sex before, but it didn’t feel like what I thought it would feel. I talked to Jane and Cassie about it and they both said that I had had a bad lay. A lot of bad lays. Maybe, it’s the guys that I’ve been dating or maybe it’s just me, but to be honest, it’s probably a combination of both.”
I put a hand to my chin. This was a lot to process, Judy and I had always been close, but never close enough to discuss our sex lives. This was definitely a new frontier for the both of us. “Ok, so what does that have to do with me.” I asked,
Now it was Judy’s turn to blush. “I got to talking with Jane last week, about how she and Jack had finally got together. She told me about how great the sex between them was, how it felt like she had been missing out on all this great sex and relationship stuff. It got me thinking about my own experiences with sex.” She took a breath. “Mainly that I really don’t have any.”
Judy took a pause and looked away. “Sex has never been something that I’ve been comfortable with, I’ve never really enjoyed it all that much, even with my exes. I want to experiment and try new things sexually, learn how to be comfortable in my own body. And if I’m going to be trying those things, I would want it to be happening with someone that I trust and feel safe around.”
I was dumbfounded. “And that person is me?”
Judy nodded, biting her lower lip. “I trust you.” Her face was as red as a cherry by this point, the redness spreading from her cheeks down to her neck. She had never looked cuter to me. “I know what I’m asking you is a bit crazy and I totally understand if you want to say ‘no’.”
I shook my head. “No, it’s not that, it’s just that I wouldn’t even know where to start, I mean you do know what the word ‘slut’ means right?”
Again, she nodded before speaking, “A slut is a woman who has had many sexual partners, a woman who is casual about sex.”
“Yeah, that basically covers mos-” I began
“But,” Judy interjected before I could finish speaking. “I’ve read that a lot of women have begun to take back the meaning of that word, to them a slut is someone who is comfortable with their sexuality and confident in who they are. Someone who is in control of her body and in touch with its needs. That’s what I want to feel, that’s what I want you to teach me. I want you to make me feel comfortable.”
I was at a loss for words.
“I want you to…” Judy began, before pausing, the words lost on her lips. “…make me feel beautiful and sexy and wanted. Part of that may or may not entail sex, I’m not sure about that yet. But I do know that I want you to be the one to make me do it.
I took a deep breath. “Ok,” I said.
“Ok, you understand or ok you’ll do this?” Judy asked.
“Both.” I said, I took a breath to steady myself. “Yes, I’ve had some sexual experiences. Yes, I am willing to teach you, but I want you to know two things. First off, I won’t pressure you into sex, not unless you want it.”
Judy nodded.
“Secondly, since you want to learn how to accept yourself and become more sexually adventurous, it’s more than likely that I will ask you to do things that are outside of your comfort zone. I may call you names that are insulting and degrading, I may do things that make you feel uncomfortable. If you don’t feel comfortable or safe doing what I ask, you always have to power to say no. We should establish a safe word to use when things become too much for you.”
“Safe word?” Judy asked, her eyebrows raised.
“Yeah, a word or phrase that you can use that basically means ‘stop, this is too much for me’.” I said.
“Why can’t I just use ‘no’?” asked Judy
“Because ‘no’ is used way too often and can easily be overlooked. When we designate a safe word, we want a word that stands out and can immediately tell me to stop.” I said “It has to be something easy to remember for the both us.
Judy nodded. “So, something like…rose?”
I smiled, a gesture that she returned. She had such a nice smile, bright and warm like sunlight. “Good choice, so if you ever feel uncomfortable or overwhelmed, saying ‘rose’ would tell me to instantly stop whatever we are doing” I said. I took a breath and steadied my voice. “Would you like to begin now?”
Judy blushed again and nodded. “Sure.”
I closed my eyes for a second. I suppose, it was now or never. “Take off your clothes.” I said, opening my eyes. I surprised myself in the sudden change in my voice; firm and demanding.
Judy looked scared for a moment. “What?”
“Take. Your. Clothes. Off.” I said again, I leaned forward. From this close, I could feel the body heat radiating from her. “Now.”
Judy’s face went beet red, but she nodded. She stood up, shrugging the jean jacket off of her shoulders. She took the jacket and neatly folded it before laying it on the coffee table, she then took off her socks folding them as well. Judy glanced nervously at me as if expecting me to tell her to stop. I did nothing other than stare back, trying to keep my expression as neutral as possible, despite the pounding of my heart against my chest. She moved onto her blouse next, lifting it above her head to reveal her grey push-up bra. The bra wasn’t anything fancy and Judy wasn’t exactly the bustiest girl I had ever seen, but her C-cup breasts looked good enough to eat. Smooth, soft looking skin that seemed to glow against the grey push-up bra holding them back.
I felt my cock stir in my pants and swallowed hard. This was going to be harder than I thought.
Like the rest of her clothes, Judy neatly folded her blouse and placed it on a pile. My breath caught in my chest as she unzipped her skirt from the back and let it fall to the ground revealing her long shapely legs. I found myself staring at those legs, long and athletic with pale alabaster skin marred only by a few moles that ran up the side of her knee. Judy stood embarrassed, her legs crossed in a desperate attempt to hide her ever growing nudity, a hand covering her breasts, while the other covered her panty-clad crotch.
Fuck, was she always this beautiful?
I swallowed hard. “The bra and panties too.”
She nodded and reached behind herself to undo her bra, letting it drop to the coffee table. Her breasts were round and shapely with just a bit of sag, tipped with small brown nipples that jutted out in anticipation. She reached down and let her pink lacey panties drop to the ground revealing a pussy crowned by a trimmed bush of black hair.
I took a second to drink in Judy’s appearance. Beautiful. Her embarrassed expression and the redness of her face only added to her beauty.
“Are you scared?” I asked.
Judy nodded.
“Do you want to continue?”
She nodded again.
“Turn around.” I said,
She did a spin, giving me a quick view of her perfect ass. Her black hair spiraled as she moved.
“Do you want to continue?” I asked quietly. My voice shaking as I spoke. Judy nodded, one hand draped across her breasts, the other down covering her pussy. “Very well. Touch yourself.”
Judy broke my gaze for a minute before letting her hands wander up to her breasts. She gently massaged them, cupping them with her hands before moving onto her nipples to pinch and pull at them. She closed her eyes and let out a low moan of delight, a sound that reverberated all the way down to my rapidly hardening cock.
“Tell me, what are you touching.” I said standing up and walking over to her.
“M-My breasts.” She moaned.
“Your tits.” I corrected “say it,”
“I-I’m touching my tits.” She said opening her eyes to look at me. Her brown eyes were glazed, reflecting an image of lust and need.
“Now down there,” I said gesturing to her pussy which was now dripping with anticipation.
Judy swallowed hard before bringing a hand down to caress the outer folds of her pussy. She moaned softly as she explored her most intimate of places. Her legs shivered and buckled as she continued to caress the outer folds of her pussy. I cupped her chin in my hands and tilted it so she could face me, Judy gasped when I did so, her eyes snapping open to meet my own.
“Look at me while your rub your pussy.” I growled, I gently guided her back down to the sofa, letting her nude body sink down into the leather.
“Spread your legs.” I said, she complied further revealing her pussy further, her pussy was a beautiful pink color, swollen and dripping wet with desire. A sweet fragrance wafted into my nose, intoxicating and enticing, I felt my cock stiffen in response to the scent of her pussy. No. I needed to control myself in a situation like this.
Judy continued to rub herself, moans growing louder and louder, I cupped her chin with my fingers tilting her face up to look at me. “What are you touching.” I said.
She moaned in response. “My vagina.” She said with ragged breaths, her voice straining as the pleasure built up inside of her.
“Your pussy.” I said hands gently gripping her by the chin, forcing her to look at me, “Say it.” From this close, I could smell her, everything about her. The sweat from her brow, the pungent fragrance of her cunt, the shampoo that she used. It was intoxicating.
“My pussy, I’m touching my pussy.” Judy moaned, she found a rhythm, her hand drawing faster circles around her clit.
“Your tits too.” I said, “touch your tits.” She complied, hands moving to her gorgeous breasts, massaging the fatty flesh and pinching her beautiful nipples.
What a fucking sight she was, naked and beautiful, pearls of sweat beginning to coalesce on her pale skin, her left hand caressing her breasts, her right hand gently rubbing circles around her clit. I could feel my cock straining against the tightness of my jeans as her moans got louder and louder. Her movements on her clit and tits becoming more and more furious.
“Oh god,” she moaned. “Oh god, I’m gonn-I’m gonna cum.” She began to rub her clit quicker, her hand a circular blur on the engorged nub, the scent of her arousal permeating the air all around her.
“Cum for me,” I said, I could feel my cock pushing against the wall of my clothes, desperate to get out. “Let me see you cum.”
Judy came, her legs going rigid while the rest of her body nearly slid off of the couch. The hand that was rubbing her breasts grabbed onto my arm in an attempt to stabilize herself, nails digging into my arms as she rode the waves of her climax. She arched her back, opening her mouth in a silent scream of ecstasy.
Fuck, she looked so sexy.
Slowly she relaxed, letting her body back down onto the couch. I leaned down, stroking her cheek with my hand, as her orgasm died down. I could practically feel the precum leaking from my cock wetting my boxers. “You ok?” I asked, my voice shaking with excitement, my heart pounding against my chest.
It took her a moment to answer. “Yeah,” She said, her face red and sweaty, her voice unsteady. “I’ve never come that hard before.”
I chuckled. “It was pretty amazing.” I said, drawing circles on her cheek with the knuckle of my pointer finger.
Judy reached out to rub her hand against the tent in my pants, her fingers finding my hardening cock with ease. I felt a shiver go down my spine as her hand grasped my cock. “I want to see it.” She said softly, her breath still coming in ragged puffs. My cock grew even harder in anticipation. A red sheen of blush was flushed over her cheeks, strands of black were still matted against her forehead. She rubbed gently against my bulge sending shivers of excitement throughout my body. “Please,” she said biting her lower lip, it was probably the sexiest thing I had ever seen.
Who was I to say no to that?
I undid the button on my jeans, unzipped my zipper and dropped my pants and boxers to the ground. My cock sprung out from it’s clothed prison and pointed straight at Judy, as if it knew what was coming.
Slowly, hesitantly, Judy reached out to grip my cock, her hands were cold, but soft. I shuddered at the touch. “Fuck.” Judy murmured, probably the first time I had heard her use profanity. She slowly began to move her hands up and down my length, gently tugging at the silken skin wrapped around the hardened length of my cock. She leaned forward and gave the helmeted head a tentative lick, which sent shivers up my spine. A few more licks of her tongue were quickly followed by her inserting my entire cock into her mouth, sucking while swirling her tongue around the head.
“Oh shit.” I said, my knees threatened to buckle under the weight of the pleasure. Judy took this as a sign of approval and she continued the blowjob with increased fervor, taking me deeper and deeper into her mouth until the head of my cock bottomed out against her throat causing her to choke and gag.
Out of an overabundance of concern, I withdrew myself from her mouth, a long string of spit and precum connecting the head of my cock to the inside of her mouth. “You ok?” I asked.
Judy nodded, grabbed my cock and went back to sucking. My knees nearly buckled at the feel of her tongue wrapped around my cock. She bobbed her head up and down on my cock, once again taking me as deep as she could into her mouth before gagging and coming up for air again. Her hand stroking my cock furiously, maintaining a firm grip on my cock as she gasped for air. “More!” she gasped, spit and precum flying everywhere.
Fuck, who was I to say no to that?
I placed both of my hands on the sides of her head, keeping a gentle but firm grip on her head, I pulled her head back towards my cock. “No hands.” I said softly.
Judy swallowed hard and nodded before putting her hands behind her back. I thrust my hips forward plugging my hardened shaft into her waiting mouth. I used her head for leverage, plunging my cock into her oral cavity sliding out and repeating, going deeper with each thrust. After three thrusts, I bottomed out at the entrance of her throat, despite still having a decent amount of cock left. “Relax your jaw,” I said softly “I’m going to fuck your face now, Slut.”
I felt her shudder around my cock in response to being called that name. I started pumping into her mouth, building a rhythm of thrusts. I fucked her face slowly, savoring the feel of her oral cavity wrapped around my tool. “Fuck,” I moaned as the head of my cock started to penetrate the depths of her throat causing Judy to cough and struggle. “Relax your throat slut” I growled, she slowly complied allowing me to plunge my cock deeper and deeper into her throat.
I felt my orgasm building, I gave my cock one last plunge down her throat as deep as she could take me before pulling out, Judy coughed and gasped for air when I did, heaving up spit and precum as she did. “I’m gonna cum, Slut” I said, fisting my cock rapidly. My hand slid up and down the length of my cock with ease thanks to that precum and spit coating it. “Face or mouth, you choose.”
Judy’s eyes widened and you could see the conflict on her face, “better hurry,” I grunted, feeling the cum rush to the head of my cock. In a few seconds, I wouldn’t be able to stop the inevitable.
She responded by closing her eyes, opening her mouth and sticking out her tongue. Fuck, I didn’t think tonight could get any more depraved. The first blast of cum streaked across Judy’s pretty face landing in a wide arc on her face and ending on her forehead, two more shots hit her cheeks while the last one landed directly on her tongue. Fuck, she looked so sexy. Prim and proper Judy Chan, Judy who still wore cardigans, Judy who usually kept her hair in a bun or pony tail, Judy valedictorian of her high school, magna cum laude of her university, and PhD candidate. That same strait-laced Judy was now marked with my cum and her spit. There was a moment of stunned silence, her eyes wide with shock and disbelief, before she took the wad of cum on her tongue back into her mouth and swallowed with a loud showy gulp. After doing so, Judy stuck out her tongue out again to show that it was empty. It was probably the sluttiest thing I had ever seen. My cock twinged with excitement. She then took her fingers and wiped the rest of my cum down into her mouth and swallowed again. She opened her mouth with a loud “ah” sound to show that, once again, it was empty.
But I wasn’t done with her yet.
“Make yourself cum again, Slut.” I said, “rub your pussy again.”
Judy’s hand immediately went down between legs as she drew rapid circles around her clit with her two fingers. “Fuck,” she moaned, she was more aggressive this time, her groping hands smashing her tits and twisting her nipples. Her hands having forgone the gentle ministrations in favor of much rougher stimulation. “Oh fuck, oh fuck, I’m gonna cum. I’m gonna cum again.”
“Cum for me slut,” I said “make yourself cum for me”
Once again, Judy went stiff, arching her back and throwing her head back, wailing loudly as her orgasm crashed into her. The pleasure was too much and she ended up collapsing down onto the rug beneath our coffee table. I knelt down beside her, as she slowly came down from le petit mort, my hands went to her hair gripping it tightly in my hands, forcing her to look at me. She cried out, protesting the rough treatment. My brown eyes met her own, “You’re mine, Slut” I growled. “You belong to me.”
Judy shuddered and nodded.
“Say it.” I said, twisting her hair around my hand.
“I-I belong to you.” She whispered.
“Good.” I said, releasing her hair and cupping her face with my palm. My finger stroking her cheek with my thumb, she turned her head into the sensation. Mewing softly at the sensation. I pulled her into me and kissed her deeply. Our first kiss. Judy was initially shocked, her lips stiff and unwilling before she slowly melted into the kiss. She opened her mouth to me and my tongue explored its insides tasting saliva and cum. She wrapped her arms around me tight, pushing her naked body against me, her passion letting me know one thing that was certain.
She. Was. Mine.
Slowly she broke contact and pulled away from me, her face beet red. She took a deep breath as if to calm herself before she spoke. “Rose.” She whispered, looking away.
The use of her safe word snapped me out of my stupor. “You ok?” I asked, my voice no longer hard or imposing, more concerned.
Judy nodded. “Y-yeah.” She said, there was a shakiness to her voice that I had never sensed before. “It just got really intense and I-I was afraid of where things would go.”
I reached out my hand to stoke her cheek. Judy leaned into the sensation. “Was it too much?”
She shook her head. “No, it was…amazing, you made me do things that I’ve never done before; made me feel things that I’ve never felt before.” She said, “But, if we continue down this road, I don’t know if I would be able to control myself. I’d want you to do more, I’d want to give you more and that…..that scares me.”
“I understand.” I said with a smile. I took a hold of her hand and brought it to my face, kissing her knuckles softly. “I’m sorry.”
“Don’t be,” She said. “I was everything that I wanted and more. I’ve never felt so beautiful, so sexy and so wanted.”
I reached over to the couch, wrapped my arm around her shoulders and brought her close, pulling her in for a hug. Jud leaned into me and I felt the softness of her skin press up against my body. It was a bit awkward, her being completely naked while I was fully dressed save for my exposed cock. I kissed the top of her head, smelling the soft scent of lilac mixed in with her sweat.
“So, what now?” She asked.
That was a good question. What do you do after having your roommate strip naked and masturbate in front of you followed by face fucking her until you cum on her face? There wasn’t exactly a standard protocol for this kind of stuff. The reptilian part of my brain wanted to keep going, to take her right then and there; claim her as mine. But I knew better, Judy had used her safe word, she had given me her trust. I wasn’t going to break it.
I took a breath.
“You’re going to go take a nice hot shower and change into your comfiest clothes. I’m going to order a pizza, and when you’re ready, we’re gonna watch a movie together.” I said, kissing the top of her head again. “How’s that sound?”
“Sounds….great…” purred Judy, she cuddled closer to me.
So, my Friday night ended with me watching “Groundhog Day”, eating pizza while cuddling under a warm quilt with my roommate
Not a bad way to end the week.
***
I woke up early on Saturday, my thoughts immediately returning to the events of last night. Judy and I ended the night with a hug that lingered a bit longer than expected. I had spent the majority of the night lying in bed replaying things in my head. My cock hard and unsatisfied.
Sleep couldn’t come soon enough.
Judy was gone by the time I woke up. She had left me breakfast along with a note on our kitchen counter that read:
“Need to go into the lab to get some work done. We should talk about what happened last night later.”
The breakfast was a cheese and ham omelet along with two pieces of wheat toast. The food was still warm, meaning that Judy had left not too long ago. I wondered if she was feeling the same way as me. Unfulfilled and wanting more. Or did she think that last night was a mistake. Well…no point in thinking about things that have yet to come. I ate breakfast, savoring the taste of Judy’s cooking. She and I had always competed in that regard.
Might as well try to make the most out of my day.
I ended up riding my motorcycle over to Shawn’s house. Shawn Ingles was one of my closest friends, him and Jack Wong. He and his fiancĂ©e, Cassie, had bought a house about 30 minutes away from my apartment. The perfect distance for a motorcycle ride. There’s a certain feeling of Zen in riding your bike on the highway. The rumble of the motor, the howl of wind against your coat, the rush of cars passing by, split second decisions that you have to make while simultaneously charting your path forward.
Everything flows together.
The ride was good for clearing my head and I was feeling a lot better when I arrived at Shawn’s place. Shawn’s home was in a nice neighborhood, big houses, wide roads with kids playing, green lawns, white picketed fences, the American Dream. The garage door was open when I arrived, Jack and Shawn were both already inside, stretching and warming up.
Jack, Shawn and I had all been friends since college. The three of us started off sharing a dorm room before moving in together. We had gone our separate ways after graduation, some of us starting jobs, others continuing on with grad school, but we still made a point to hang out a few times a month.
Jack, much like myself, was Chinese. He was well built, lean with a fighter’s body. Not surprisingly considering all the years of martial arts and running. I had gone to a couple of his amateur kick boxing tournaments, he definitely had skill. Made me wonder why he never went pro.
Shawn on the other hand had more of a mountain climber’s physique, lean built, with an outgoing personality. In fact, these weekly workout sessions were his idea. His right arm was sleeved up with an impressive canvas of tattoos, consisting of book quotes, dragons and other animals. He wore his hair up in a small mohawk, the kind without the spikes; a baby mohawk if you will.
“You’re late.” Shawn said with a grin, he held out his hand and we gave each other a hi-five that we pulled into a hug.
“I had a busy night.” I said with a grin.
“You finally get together with Judy?” Jack asked, stepping forward. I gave him the same hi-five hug that I gave Shawn.
“What? No!” I said, feeling my ears turn red.
“Chill out, it’s just a joke.” Jack said.
“Why don’t you tell me about Jane.” I said giving him a tilt of my head. “Heard you two finally got together.”
“Nothing to talk about.” Jack said with a shrug. “I just realized it one night. Jane and I are great together, everything we did was what couples do, the only difference was that she and I weren’t together.”
“Sounds like a story.” I replied.
“Hey, you ladies gonna gossip or we gonna train?” Shawn said, he had finished wrapping his hands with the boxing wraps. He pounded his fists together a few times in anticipation.
“Maybe some other time.” Jack said with a chuckle.
***
We spent the next hour and a half running punching and kicking drills and beating the dust out of Shawn’s old punching bag. The workout was good for taking out stress and getting any unwanted frustration out of my body. Weights and running are good, but nothing’s better than actually hitting something with your hands. There’s a beauty in smashing an inanimate object with your fists. The focus, the power, the integration of mind, body and spirit all coming together to bring new light and understanding to the world. We were sitting on his front porch drinking water and joking around when Cassie had stepped out to greet us. Cassie had a dancer’s body, lithe and thin, with rich caramel skin, green eyes and hair that was currently dyed blonde. She had always been very beautiful. Shawn was a lucky guy.
“Hey boys, all done?” said Cassie, she spoke with a melodic Australian accent. At the moment, she was wearing a colorful sundress that flowed down to her ankles. The sundress did little to hide the very obvious pregnancy bump that had formed in her lower abdomen.
“No way.” I said lightly punching Shawn in the arm.
“Way.” Shawn replied with a chuckle.
“Congrats.” Jack said, he also punched him in the arm.
“Guess this means that you’ll be choosing a new wedding dress.” I said to Cassie, she chuckled at the joke.
“We’re actually hoping to have the ceremony after the birth.” Cassie said taking a seat next to Shawn. Shawn instinctively wrapped an arm around her and kissed the top of her head.
“Congratulations you two, seriously.” I said,
“Thanks.” Shawn said, “These past few years have been great. It feels like a natural progression.”
We sat there chatting and joking around until Jack and Shawn went back inside to make lunch. Shawn and Jack had both always been the better chef, especially when compared to me. Cassie and I stayed outside talking. Cassie and I had never really been close, but the news of her imminent parenthood and everything that had happened last night made the
“Any dating news on your end?” asked Cassie
I shrugged nonchalantly. “I think I’m taking a break. Online dating sucks. It’s always a few days of chatting, followed by a few dates and then getting ghosted.”
“That’s because you’re dating total strangers.” Cassie said, “You need to be introduced to someone, either that or date your best friend!”
“I’ve got best friends.” I said taking a sip of my water. “Pretty sure one of them is the father of your child.”
“I meant your best female friend.” Cassie said, “someone you’re close with!”
“Wouldn’t that get messy?” I asked, my thoughts immediately went to Judy. “What if things go south?”
Cassie gestured around her and then to her swollen belly. “What if things go perfectly? Shawn and I were friends for a long time before we got together. So were Jane and Jack, I can tell you that I’ve never seen Jack so happy. Jane too.”
I looked away. It was true, with all of my close friends paired up, I was now the fifth wheel. Not a fun position to be in.
“Look,” Cassie said, “If you want, I can introduce you to one of my dancing friends. Jen’s a bit older, but she’s insanely hot and there’s Emma, she’s super adventurous, I think she could be good for you. How ’bout it?”
I took another drink of water. Online dating was one thing, getting introduced to someone by a friend was another thing. My situation with Judy was currently…undefined, and it would be nice to go on a date. Worst case scenario? I have an awkward date with someone I wouldn’t see again. Best case scenario? I have a great date with someone described as “insanely hot”.
“Sure, why not.” I said, “Set it up.”
****
Shawn invited Jack and I for lunch. Having dropped out of culinary school in order to pursue a degree in food science, Shawn was one hell of a chef, being able to whip up a feast no matter how much or how little was available in their fridge. We ate outside on their patio and spent the afternoon, talking and joking around. It reminded me a lot of college and of how far along we had all come. I looked over to Jack who was immersed in his phone, chuckling and smiling happily whenever it buzzed with a new text. He was undoubtedly texting Jane. Shawn and Cassie were snuggled up together on a cushioned loveseat, Cassie having rested her head on Shawn’s lap. Shawn talking to us while stroking Cassie’s hair.
It was then that I realized how alone I was. I had always been ok with being alone. There’s a deadly peace in solitude. The ability to do what I want, when I wanted. A silence that is rare and underappreciated, especially with the chaos of adulthood. Yet silence couldn’t hold you tight. Silence didn’t give you that same excitement as looking deeply into someone’s eyes as they were overcame with passion. Silence was nothing compared to the warmth of snuggling up with someone as an old movie played on your TV. Silence was cold and disinterested.
It was a weird feeling; being surrounded by people I loved and cared about and still feeling alone.
“How’s Jane doing?” I asked Jack, trying to break myself out of these thoughts.
“Having lunch with her parents.” Jack said, “I’m meeting them next week.”
“Haven’t you already met them?” I asked raising an eye.
“Yeah, but this will be my first time meeting them as Jane’s boyfriend.” Jack said looking up from his phone. “How’re you holding up?
I shrugged. “Taking a break from dating.” I answered nonchalantly. “Well, I was until Cassie offered to set me up with one of her friends.”
Cassie gave me a wink from across the firepit.
“Good for you man, dating is a lot less awkward when there’s someone setting things up for you.” Jack said.
“I be it’s even better when it’s with someone you’ve known for a while.” I said, sitting back and taking a sip of my drink.
“Yeah that definitely helps.” Jack said, “Jane and I already do most things that couples do. We just add in the romantic stuff now.”
“You should try to find someone, dude.” Shawn called from the loveseat.
“I’m working on it.” I said, my thoughts drifted back to Judy. I had kissed her last night, sex was sex. But kissing was something else. Sex can mean a great many things, lust, passion and love. But kissing almost always denoted affection of some kind.
I had a lot to think about.
***
I rode back home after spending a few hours with everybody. Jack had left before I did. Something about dinner with Jane. Cassie, being the gracious host that she was, asked if I wanted to stay for dinner. Knowing Shawn’s cooking, I was tempted to say yes, but there were things that I had to take care of back home. The ride was smoother than the one I took in the morning. Once again, the rushing winds were able to clear my mind. The sun was just beginning it’s descent when I stepped back into the apartment.
That was when the smell hit me. A combination of garlic and chilies stirred in with the unmistakable fragrance of cooking meat. Judy was…cooking? Judy rarely cooked, not because she was bad at it or because she didn’t like it, but because she was so busy with her grad school work or because she was grading undergrad exams. This was a very welcome surprise.
“Is that stir-fry?” I asked, stepping in. The meat was being cooked with garlic, onions and other herbs and spices that I was having trouble discerning through smell alone.
“An attempt at it.” Judy answered from the kitchen.
“Smells great for an attempt.” I said, taking off my shoes.
“Dinner will be ready soon.” She said, “you hungry?”
“Starving.” I lied. Truth was, I was still pretty full from lunch, but Judy had clearly put a lot of effort into dinner and I didn’t want to disappoint her.
“Great.” Judy said, “Help me set the table?”
“Sure,” I said with a grin. I put down my backpack, opened the cupboard and laid out two bowls and brought a large plate over to the stove where Judy was busy stirring the ingredients together. From behind her shoulder, I could spy finely cut beef, onions, garlic, and bell peppers all cooking together in a large wok. The burner across from the wok housed a pot that was bubbling with water.
“It looks amazing.” I said, the spices and herbs were hitting me causing me to salivate. “Smells amazing too.”
Judy turned and gave me a grin. “I’m glad you like it,”
“Mind if I shower before we eat?” I asked, “I’m sweaty from the day.”
“Go for it.”
Dinner was ready by the time I finished showering and stepped back into our dining area. Judy had gone the extra mile with her cooking. A spread fit for a king. Stir fried beef and vegetables in one plate, halved bell peppers and jalapenos stuffed with fish paste, braised stuff tofu, and boiled vegetables. “Wow.” I said taking a seat at the table. “You really went all out.”
Judy’s eyes seemed to light up at the compliment. “Thanks,” she said, a splattering of red blush creeping across her pretty face. “Ready to eat?”
“Definitely,” I said.
Although, we’ve shared meals before, Judy and I usually eat separately. There’s a special comfort in eating with someone you are familiar with. A bonding that happens. There’s a reason why families eat together, why parents put so much effort in cooking meals when guests come over. Eating alone only sustains your body. Eating together builds upon your soul. The meal was spent talking, laughing and just generally enjoying each other’s company. A completely different feeling than my last few dates. Different and way better.
When the meal was done, I grinned at Judy. “That was…probably the best dinner I’ve had in a while. We really should do this more.” I said,
Judy smiled. “Thanks. I don’t get to cook much because I’m so busy, I’m glad you liked it.”
“Since you cooked dinner, I think it’s only fair that I do the dishes.” I said standing up and gathering the dishes. I brought them over the sink and turned on the water. I was soaping up the dishes when I noticed Judy’s presence next to me.
“When you’re done, we should probably talk about last night.” She said softly, laying a hand on my shoulder.
I nodded, suddenly aware of how fast my heart was beating and how easily my breath was getting caught in my throat. “Yeah, we should.” I replied. I did my best to ignore these feelings and focused on doing the dishes.
“I’ll wait for you in the living room.” She said walking off.
***
Judy was reading a book on the couch when I finished the dishes. She put the book down when I stepped into the living room, and turned to face me.
“Hi.” She said
“Hey.” I replied,
Judy patted the seat next to her.
“So, about last night.”
“Listen Judy, if you think that I went too fa-”
A finger went up to shush me.
“God no! Last night was amazing.” She said, “I just needed some time to process everything. I gave it a lot of thought today while working and I think there are some things that I’d like you to know.”
I raised an eyebrow. “What things?”
Judy took a deep breath. “I haven’t had the best experiences when it comes to sex. Hell, I don’t even think that I’ve had the best experiences dating.” She began, “I was always quiet in high school so I didn’t date much. To be honest, I’m not even sure I had friends.”
“Judy,” I began, this was looking to be an intense conversation. But Judy put a finger to my mouth, shushing me in the process.
“In high school, I had one boyfriend, Sun Heng, who kept pressuring me for sex. We were making out on his bed and he kept saying things like ‘the morning-after pill is 99% effective, don’t worry,’ I kept saying ‘no’.” She took another deep breath and wiped a tear welling up in her eye. “I found out that he had been cheating on me the next week.”
I didn’t say anything, my silence and attention were more than enough support for Judy.
“After that, I thought to myself that maybe sex is just a normal part of a relationship. I didn’t date until college, but when I did…it was bad.” Judy continued.
I thought back to Jason, Judy’s college boyfriend. I had always thought he was a cool guy, a frat boy who was fun and outgoing. The total opposite to Judy’s shy bookworm personality. I reached out and placed my hand atop of her own, my thumb caressing the top of her hand.
“Jason said things like ‘if you’re serious about this relationship, we’d be having sex.’ I really liked him and I didn’t want to lose him like I did Phil. I thought that I might as well see what I was missing.”
“Judy, you don’t have to tell me all of this.” I said softly.
“No,” Judy replied, shaking her head, “I want you to know. I want you to understand.” She took a deep breath and continued: “So we had sex and it wasn’t….good. He wore a condom, came after 5 minutes and fell asleep afterwards.”
“I spent the night laying there crying; thinking to myself that this was sex? This was what I was missing?”
I remembered that Jason and Judy had dated for close to a year. “I’m sorry that your first time had to be like that.” I said,
She shook her head, the tussles of her hair shaking as she did. “It didn’t stop there. Jason…made me do things, things that I didn’t want to do, like take him into my mouth or having sex doggy style. Things that I didn’t like doing at all. It was the same thing every time, the same pressure and guilt.”
Judy looked at me, her brown eyes meeting mine. I could see that tears were welling up in her eyes. She wiped them away quickly. “But, last night with you, it was different. God, it was amazing. You made me strip naked, you made me masturbate in front of you, you made me suck you off. Things that I hate doing.”
“Judy, sorry I-”
She cut me off again. “But I loved doing them last night.” She took my hand and placed it on her cheek. Instinctively, I stroked her face gently with my thumb when she did. “Last night, I had never felt so sexy, so beautiful, so wanted. You pushed my limits, you made me do things that others would have had to pressure me to do. And I wanted to do those things for you. I wanted to, because if I knew that if I said ‘rose’ then things would have stopped. I felt so safe, so powerful. I wanted to keep exploring that feeling. That’s why I didn’t say ‘rose’ immediately. And when I did say it. God, you stopped. You made sure that I was ok. It was like there was an immediate off switch. It was like everything I had been looking for.”
She kissed the palm of my hand. A kiss so soft that it was barely there.
“What I want is for us to, for you to, keep doing these slut lessons. I want you to keep pushing my limits, I want to keep exploring my sexuality with you. It has to be you. It can only be you.” She said, “That is…if you’re willing.” There was a hint of hope in her voice.
I didn’t know what to say. I hadn’t expected the conversation to go in this direction that’s for sure. Judy was definitely beautiful and the events of last night were still fresh in my mind. Could I take this step with her? Someone who I had known for nearly a decade? Someone that I lived with? Did I want to?
I nodded and felt my heart soar when I saw Judy’s eyes light up.
“Can we do it tonight?” asked Judy, there was an eagerness in her voice.
My cock stiffened in response. I closed my eyes, took a deep breath and nodded as I exhaled. “Yeah, let’s do it.”
“Right now?”
I nodded again. “Take off your clothes.” The stern hardness from last night had returned to my voice.
Judy swallowed hard and nodded. Hands deftly discarded her entire blouse in a single swoop revealing a black bra decorated with white and yellow sunflowers. The bra was low cut revealing plentiful amounts of flesh that seemed to glow with eagerness and wanting.
“The bra too.” I said,
Judy tried her best to make taking a bra off look sexy, gyrating her hips as she undid the clasp behind her back, but it came off as clumsy and awkward. Our eyes met and we both chuckled a little. Judy gave me a grin before finally getting her bra off revealing her breasts, pale skin with her beautiful dark nipples.
Judy smiled at me, a subtle smile that had always there the past ten years. “Continue.” I mouthed, she nodded and shimmied out of her jeans, her panties getting caught in her fingers as her pants dropped. “Leave your underwear on.” I said, “I want to take them off.”
She shivered a little, but nodded and stepped out of her jeans. She kicked them to the side. “Now what?”
I thought for a moment. I stood up and walked over to here. “When we’re…exploring…I want you to refer to me as Sir.” I said, circling her. I took in the sight of her, long black hair that fell in cascades just past her shoulders, soft alabaster skin with the quietest hint of a blush. I felt like a predatory beast circling in before the kill. “Do you understand?”
“Yes….sir.” Judy answered softly.
“Louder.” I barked, my voice firm and commanding.
“Yes, Sir!” Judy said hastily.
“Good girl.” I said, I reached out and lightly grazed my fingers down the small of her back, stopping just above the curve of her perfect ass. Judy moaned and shuddered at my touch. I stepped out so we were face to face, Judy was a bit shorter than me, so her face only reached my chest, I tilted her face up to look at me. Her eyes, brown and shimmering with excitement, met mine. I reached out to stroke her face with my hand, she purred softly at the sensation and leaned into the palm of my hand.
“I’m going to take off your panties now.” I said softly,
She swallowed hard and nodded. “Y-Yes, Sir.”
I knelt down low, breathing in her scent as I did. Sweet, musky and intoxicating. I let my breath graze against her flesh. I hooked two fingers around the waistband of her pretty pink panties and pulled them down. There wasn’t much resistance and I was rewarded with the musky sweet fragrance of her aroused pussy. I breathed in her smell loudly, feeling the blood rush down to my cock.
Unlike last night, her pussy was shaved bare. The skin looked incredibly soft and inviting. I traced a finger up her inner thighs eliciting a moan from Judy. “Open your legs.” I said letting my finger trace circles on her thighs, inching ever closer to her vulva with each circle.
“Yes sir.” Judy said softly, shifting her feet so her legs could open wider.
I brought my fingers up to her pussy, gently running the back of my knuckles against the smooth skin of her groin. Judy gasped in response, her breathing becoming more ragged. “OH god.” She purred.
I ignored her moans and brought my fingers down to the slitted opening of her pussy. From this close, I could feel the heat and need radiating from her pussy. I ran my fingers across the slit, feeling the slick wetness of her cunt; Judy moaned in response.
“AH.” She gasped, a high pitched squeal of delight.
“Stay still.” I said firmly, my fingers quickly finding the hardened nub of her clitoris.
“S-sir!” she moaned, she was dripping wet, my fingers soaked in her juices.
Her legs began to buckle, as my digits circled her clit, slowly increasing pressure on the hardened mound. My hand circled around to her ass, wrapping my arm around to keep her steady. “Sit against the table” I said, guiding her down onto our dining room table. “arms down.”
Judy complied, lowering her arms spreading her legs as she sat down, giving me full access. “Oh god, oh god, oh shit.” She whimpered, my fingers drawing circles of hardened pressure on her clit.
I stood up and she turned to face me, her eyes hazed over and desperate to cum. “Oh god, you finger me so well. It feels so fucking good, don’t stop, please don’t stop!” Her hands came down to cup my face, forcing me to look at her. “Stick your fingers inside me.” She moaned.
I grinned, loving the effect I was having on her. “You sure?”
“JUST FUCKING DO IT!” she cried.
I complied, my middle and pointer fingers crossing the Rubicon and penetrating into her pussy. Judy gasped as my fingers entered her, her juices running down them onto the palm of my hand. The soft velvety warmth of her cunt instinctively clamping down upon my digits. “Finger fuck me, please sir.” She said, her brown eyes quivering with fear and excitement.
My fingers drew circles inside of her pussy, incredibly tight and wet. Judy’s hands went down to my shoulders, gripping them tightly. “You like that?” I growled.
She nodded, tremors of pleasure running through her with every manipulation. “Fuck, it feels so fucking good.” She moaned. “I’m gonna cum, I’m gonna cum, I’m gonna fucking cum all over your fucking fingers.”
A hand came up behind my head and pulled my face forward until it was mere centimeters from her own. “Kiss me!” she pleaded. “Please fucking kiss me. I don’t want to cum without you kissing me.”
Judy pulled me onto her lips and we kissed deeply. Her lips melting onto my own. Our tongues intertwining with each other as her orgasm smashed into her. Her pussy contracted around my fingers, the wet folds squeezing them for all they were worth. Her hand behind my head went rigid, while the hand gripping my bicep tightened its hold on the muscle, nails digging into the flesh. She screamed into my mouth, but I refused to break the kiss, my other hand holding her face close to mine. She pushed me back against me, disengaging from the kiss as her orgasm reached its climax.
Slowly, gently, I removed my fingers from her pussy. I brought my fingers up to our faces Her juices still dripping off of my digits. The sweet, musky smell of her juices was overwhelmingly powerful. Our eyes met for the briefest of moments before I gave my fingers a lick, savoring the taste of her pussy. Sweet, pungent and delicious. I offered up those same fingers to her. Without hesitation, Judy took me into her mouth and sucked, tasting herself through my fingers.
She suckled on my digits passionately, swirling her tongue in between my fingers while sucking on the knuckles. Making sure that she could lick up every last drop of her juices; eyes closed, moaning softly as she did. She opened her eyes and our gazes met. There was the briefest surge of electricity between us, the smallest spark before an explosion. And in an instant, we exploded, kissing passionately. I wrapped my arms around her, unwilling to let her go. I was drowning in this feeling of her and still I wanted more. Slowly, our kiss went from forceful and passionate back to soft and tender. Judy moaned softly against me, our tongues dancing together in unison. I was getting lost in the sensation of her, the softness of her body, her sweet fragrance, the sounds coming from her as we kissed. A hand gently pushed against my chest, breaking me away from the kiss and pulling my mind back to reality.
Our eyes met for the briefest of moments before we both dove back into the kiss. I savored this connection that we had. The feeling of her arms wrapped the back of my neck holding me close to her. My hands caressing her back, pulling her full weight into me. This was passion, this was intimacy. So different from all the other women that I had been with. It was this closeness, this tenderness and affection, that I sought. It was what I had been missing with all the girls that I had dated in the past.
Judy broke away from the kiss and after an eternal moment of silence between us, her voice cut through the haze.
“Fuck me.” She said biting her lower lip. Her hands guiding my shirt off.
I kissed her softly, a small peck, light as a feather. Keeping myself from going deeper. “Are you sure?”
She nodded. “I am, I’m ready. I want you to fuck me.” Judy walked over to the couch, laid back and spread her legs revealing her pussy, still wet from the orgasm that had ripped through her just minutes prior. “I want it. Fuck me, sir.” She whispered.
I took off my shirt and blushed at the look of approval Judy gave me. I’m glad I worked out today. I dropped my pants and stroked my cock a few times, getting him ready for what was to come. Not that I needed any stimulation. The sight of Judy laying there on our coach, spread open and ready was more than enough to make anyone hard.
I positioned my cock at the entrance to her pussy and rubbed the head a few times against the entrance. The wetness of her cunt sending shivers of excitement up my spine “You want it?” I asked.
“Yeah.” Judy said breathily,
It was now or never.
I thrust forward and buried the head of my cock inside of her Judy gasped loudly when I breached through her insides, eyes going wide. “Fuck.” She sighed, at the intrusion inside of her.
“You ok?” I asked.
Judy nodded softly. “Yeah, keep going.” She gasped, “fuck me.”
I began to thrust into her, slowly at first, building up speed and tempo. Judy’s pussy was incredible, tight, soft and wet unlike anything I had ever felt before. “Fuck,” I moaned, closing my eyes to savor the sensation.
A hand came up to cup my face. “Look at me.” Judy said softly, I opened my eyes surprsed. “I want you to look at me while you fuck me.”
I nodded and began to push my cock into her, driving it deeper and deeper with each movement. Judy moaned in appreciation, the sounds going from a suppressed moan to louder groans of pleasure. Her face was flushed red with heat, lust and pleasure, her hair sticking close to her face. Her eyes shimmered with desire. “You can go harder.” Judy said, “I want you to show me what sex really is.”
I took that as a sign and began to fuck her with a more enthusiasm. I plunged myself as deep as I could, relishing the feel of her wonderfully tight and wet pussy. “Fuck me.” She moaned, “Fuck me, fuck me.”
I fucked her with slow deliberate thrusts, going deeper with each stroke. I savored the warm, tight grip of her pussy against my cock. She was so fucking tight that I wasn’t sure how long I could last. Judy’s eyes never left my own. Her breath matched pace with my thrusts, cooing softly each time I drove into her.
“You feel so good inside me, Sir. Don’t stop. Don’t ever stop.” She moaned, her arms came up around my neck and pulled me down against her body. Her mouth whispering words into my ear.
“Oh god, you fuck me so good, sir. You fuck me so good. I can’t believe that this is what I’ve been missing this entire time.” She moaned; her legs wrapped around me. “Fuck me harder, sir. Fuck me harder. OH GOD I’M FUCKING CUMMING AGAIN.”
The force of Judy’s orgasm caused her cunt to grip my cock so tight that I had to bite my inner cheek to fight back the waves of my own orgasm. Her cunt holding onto my cock for all it was worth.
“Fuck,” I moaned, starting my thrusts again. “you feel so fucking good.”
“Yeah? You like that? You like the way my slutty pussy feels?” Judy said, “you like making me into your slut? Making me into your own personal fuck slut? Do it sir. Fuck me, claim this fucking pussy as your own.”
Her words were driving me crazy, pushing my pleasure up to that inevitable climax. The time for gentle, tender sex was over. Now it was time to fuck, time to claim her as mine. My hips were a blur as they slammed into Judy as hard as fast as they could. Judy responded in kind, moaning loudly and wrapping her legs around me, encouraging the rought fucking. I was so fucking close to cumming. Judy must have sensed it because her words became even filthier.
“You gonna cum? Oh fuck, I can feel your cock getting bigger inside of me. You gonna cum for me? Cum inside me, sir. I want you to fill my slutty pussy with your cum. Do it. DO IT!”
I roared as I came inside of her. My mind went blank as my cock shot cum, painting her insides with my seed. Judy’s pussy tightened in response, squeezing my cock for every last bit it could. My orgasm triggered Judy’s, her pussy constricting itself around my cock; milking my cock for every last bit of cum that it could.
“FUCKING CUMMING” Judy wailed. She grabbed onto me tightly as she came. Her body trembling with pleasure as the full force of our fucking crashed into her.
I held her tight as she came, nothing else mattered in that moment. Not doubts, nor fears, nor anxieties. The only thing that mattered was Judy holding onto me. Slowly, I felt her come back down from her post orgasm high. Her trembling dying down to a soft quiver that continued longer than I expected. Judy was…crying? I kept my arms wrapped around her, pulling her up so we were hugging. “Hey, hey.” I whispered softly. “You ok?”
Judy nodded against my chest. “Yeah,” she said between sobs. “I just…need a moment. Can you just hold me for now?”
I complied, wrapping my arms around her, smothering her with my weight and warmth. I ran my fingers through her hair and let her cry against my chest. “It’s ok.” I whispered “It’s ok.”
After an eternity and a day, Judy released her hold on me, pulling back so our eyes could meet. “You ok?” I asked.
“Yeah, it was just really intense.” Judy replied with a nod, wiping a tear from her eye. “I’ve never cum so hard in my life. But I liked it. It was the best sex I’ve ever had in my life. It felt like I was waking up. Like this whole new world was being introduced to me. I loved every minute of it.”
She cupped my face and brought me in for a kiss. A light passionate kiss. One that I responded to in kind, reigning in my need for more. Eventually, the kiss ended, and Judy broke away from me, smiling slightly.
“So, what now?” I asked.
Judy smiled. “I think I’d like to shower and afterwards, I want to watch a movie with you, while cuddling.”
I grinned. There were still a lot of things I needed to work out. My feelings for Judy, that blind date that Cassie wanted to set me up with, being chief among them. But for now, those things could wait.
“Sounds like a plan.”
A/N: Never thought I’d write a Nude Day Story and truth be told, this story was never supposed to be a Nude Day story. But after rereading it, I felt that it fit in with the theme to a certain degree. I hoped you all enjoyed reading it. Reviews are always welcome (They motivate me to write more)